Water → 3-bromo-5-(3-methyl-1,2,4-oxadiazol-5-yl)Pyridine

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	N-Hydroxyacetamidine	HCID 30926	—
Reactant	1,1'-Carbonyldiimidazole	HCID 68263	—
Reactant	5-Bromonicotinic acid	HCID 88707	—
Solvent	Pyridine	HCID 1049	—
Solvent	Dimethylformamide	HCID 6228	—
Product	3-bromo-5-(3-methyl-1,2,4-oxadiazol-5-yl)Pyridine	HCID 52903735	—

Reaction Conditions

Temperature	20 °C

Reaction Steps

A mixture of 5-bromo nicotinic acid(1.0 eq.) and CDI (1.1 eq) in DMF (0.25M) was stirred at 20° C. for 5 min and then N′-hydroxy ethanimidamide (1.1 eq) in pyridine (0.6 M) was added. The reaction mixture was stirred at 110° C. for 15 h, cooled to rt and poured into water. The title compound was isolated by filtration as a solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07482456B2
Source dataset	uspto-grants-2009_01
ORD ID	ord-8981e2f61e7b470ea2142b78ed53d923
Source note	uspto-grants-2009_01